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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,669 Reviews)

Page 4 of 451,076 listings

Cal 36 Sailboat Rental in Marblehead, Massachusetts
Sailing in Marblehead · 6 guests

Cal 36 Sailboat Rental in Marblehead, Massachusetts

5.0
$150hour
41' Lagoon Catamaran in Maryland
Sailing in Annapolis · 12 guests

41' Lagoon Catamaran in Maryland

5.0
Superowner
Best of 2023
$390hour
The Ultimate Catamaran Party Boat | Up to 49 Passengers!
Events in Miami · 49 guests

The Ultimate Catamaran Party Boat | Up to 49 Passengers!

4.8
Superowner
$900hour
Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos
Sailing in Leeward Settlement · 10 guests

Fountaine Pajot 40ft Catamaran! African Dream, Turks and Caicos

5.0
$728-$947hour
27 Foot Sailboat for a Day of Fun in the Sun in Toronto
Sailing in Toronto · 6 guests

27 Foot Sailboat for a Day of Fun in the Sun in Toronto

5.0
$55person
40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.
Sailing in Puerto Aventuras · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Riviera Maya.

New
Superowner
Best of 2023
$450hour
LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️
Sailing in Cancún · 30 guests

LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️

5.0
Superowner
$110person
Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico
Sailing in Marina Vallarta · 8 guests

Sailing Charter On 35' Ericson Sloop In Puerto Vallarta, Mexico

5.0
Superowner
Best of 2023
$119-$135hour
38' Hunter 376 Cruising Monohull in Annapolis, Maryland
Sailing in Annapolis · 6 guests

38' Hunter 376 Cruising Monohull in Annapolis, Maryland

5.0
Superowner
Best of 2023
$138-$150hour
Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey
Sailing in Marina del Rey · 6 guests

Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

5.0
Superowner
$137-$145hour
Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay
Sailing in Alameda · 6 guests

Schock 35 Cruiser Racer and 44ft Racer cruiser for 6 people in San Francisco Bay

5.0
$120hour
Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
Sailing in Marina del Rey · 6 guests

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

5.0
Superowner
$155hour
43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur
Sailing in Marina · 20 guests

43' Balize Catamaran Yacht Charter in Cabo San Lucas Baja, California Sur

5.0
Superowner
$544-$625hour
SeaRay 320 Yacht Charter in Cabo San Lucas
Events in Marina · 8 guests

SeaRay 320 Yacht Charter in Cabo San Lucas

4.9
$180hour
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

New
$450hour
Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew
Sailing in Miami Beach · 42 guests

Catamaran Party Boat 50' (42-Person Max) Includes: Captain and Crew

5.0
Superowner
$800hour
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150hour
Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México
Sailing in Marina Vallarta · 20 guests

Lagoon 38 Beautiful Sailing Catamaran in Puerto Vallarta, México

4.9
Superowner
$270-$330hour
55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.
Sailing in Marina del Rey · 12 guests

55ft Hudson sailboat in Marina del Rey. Your private group. Best Choice in L.A.

5.0
Superowner
Best of 2023
$265hour
38’ Lagoon Catamaran Charter In Miami, Florida
Sailing in Miami · 13 guests

38’ Lagoon Catamaran Charter In Miami, Florida

5.0
Superowner
$299hour
Beautiful Jeanneau 58' Sailboat in Marina del Rey
Sailing in Marina del Rey · 8 guests

Beautiful Jeanneau 58' Sailboat in Marina del Rey

4.6
$400hour
Unwind in Paradise: Private 42' Trimaran Adventure in Los Cabos
Sailing in Marina · 50 guests

Unwind in Paradise: Private 42' Trimaran Adventure in Los Cabos

4.7
$422hour
Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles
Sailing in Marina del Rey · 12 guests

Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

5.0
Best of 2023
$300-$390hour
32ft Classic Swedish Sloop Sailing Charter
Sailing in Rockland · 6 guests

32ft Classic Swedish Sloop Sailing Charter

5.0
$150hour

Sailing Reviews in United States

  1. BG

    Brianna

    The Ultimate Catamaran Party Boat | Up to 49 Passengers!

    Anyone looking for a rental down in Miami I will send Stephen’s way! Communication was excellent, check in was so easy, and the boat was in excellent condition - exactly like the listing! The crew went above and beyond to make this such a special day for our group and it was the absolute highlight of our trip. I cannot thank Stephen, captain Sebastian, Ryan, and Umberto for making it the best day ever for the bride!

  2. HW

    Hunter

    LUXURY LAGOON 39FT CATAMARAN ⛵️ SAILING TO ISLA MUJERES 🏝️

    We have done a few boat trips in Cancun, Joe was very easy to talk with and booking was easy. The yacht club that you depart from was very nice and had coffee and water. The crew on the boat was great. The photographer did a very nice job. Absolutely would book with Joe again.

  3. CD

    Colleen

    Cruise In Style On Roomy Sailboat - 36' Catalina in Marina del Rey

    Jared is Amazing! He is communicative, prompt, professional, AND he will make sure that you have a great time no matter what you are looking for in your boating experience - you will NOT be disappointed.

  4. AS

    Alivia

    The Ultimate Catamaran Party Boat | Up to 49 Passengers!

    Went for our bachelor and bachelorette boat day && One of the best experiences I’ve ever had in my life!! Amazing communication, amazing service, such a fun crew. So grateful for this experience, I would highly recommend!! Thank you thank you!!

  5. Barbara

    Barbara

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    We had a great noon on the sailboat of Mark! We enjoyed it so much! Our first time on a real sailboat was a very positive experience. Mark is very friendly and helpful. We can really recommend to book a boat trip with Mark. Nice and clean boat! Our family loved it including our 2 girls (9 and 12 years)!

  6. AH

    Angela

    Sail Your Stress Away On Our Comfortable Private Catamaran in Los Angeles

    Had the best time celebrating a birthday. The boat was bigger than expected, very clean and very nice. Colin was very responsive and our captain was wonderful. Highly recommend this experience!